Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

34 repeat clients

"This was Brucie's first time in Cindy's care, and he loved it! He didn't want to leave his new friends. We will like for him to come back to Cindy's someday.... (more)"

Confirmed President's Day Availability
2. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

160 repeat clients

"Tia was great. She was able to watch Monty the last minute without problems. Also, we picked him up without a limp, which is usually comes home with after st... (more)"

3. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Dexter had a great time playing with Chloe's two dogs and came home ready to sleep all day. Nothing more you can ask for than a tired pup. She was also super... (more)"

4. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

10 repeat clients

"Wendy and her family were absolutely wonderful. We were a little concerned leaving Trigger for the first time with a stranger, but they took the BEST care of... (more)"

5. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

35 repeat clients

"Ruby, our Airedale, had a fun 3 days with Melissa and her husband. Ruby likes to explore and she had lots of space to do that. The brand new fence was perf... (more)"

6. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

Available this weekend
7. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Lucinda is amazing! So gentle and caring towards our senior dog Susie. Lucinda kept us informed and sent pics to tell us how Susie was doing. Highly recommen... (more)"

8. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"My dog, Willy was so happy here. I loved all of the updates, pictures and videos Kristen sent. Willy loved all of the attention and the belly rubs. I'll def... (more)"

9. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

11 repeat clients

"Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pi... (more)"

10. Jesse

Dog lover - big backyard

Brown Deer, WI, 53223

Dog Boarding

"This was my first time using Rover. Jesse made me feel comfortable and confident with leaving Rocko with him. Great communication, pics, and updates were all... (more)"

11. Carissa

more than pets, they're family

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Dog Walking

1 repeat client

"Daisy had a great stay with Carissa and her pup, Pluto. I loved that she had a high energy dog and I felt comfortable with Carissa handling Daisy. We got som... (more)"

Available this weekend
12. Teah

student with large fenced yard

Menomonee Falls, WI, 53051

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello! I am a college student attending UW Milwaukee. I am currently living with my parents and looking to earn a little extra money. We have two s... (more)

13. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding

3 repeat clients

"We were very comfortable leaving our dog with Shannon for the week. Her house and yard have big open spaces for energetic, playful dogs. Shannon was quick to... (more)"

Confirmed President's Day Availability
14. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

40 repeat clients

"Our 12 yr. old schnauzer has always had the same dog sitter. We were a bit concerned when we had to find a new dog sitter. Corby had a wonderful time and cam... (more)"

Confirmed President's Day Availability
15. Monica

Animal rescuer-genuine caretaker

Lindsay Park, Milwaukee, WI, 53222

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Monica has been caring for animals since she was young, starting with fish and hamsters. She grew up with a family dog and cared for him very well. As a youn... (more)"

Available this weekend
16. Michelle

Full Time Care /Fenced in yard

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

10 repeat clients

"So thankful of Michelle to help us out on Christmas Day. We had her watch Ollie for about 5 hours and we picked up one tired pup. Michelle was great and ver... (more)"

17. Maggie

Very Experienced- also a trainer

Cooper Park, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love all animals but specifically dogs. I’ve dog sat and walked for 6+ years and I am currently a dog trainer for my full time job as well! I am ... (more)

18. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

3 repeat clients

"Pamela was great with our pups while we were out of the country. She emailed pictures, gave us updates on how they were doing, and even welcomed a guest to ... (more)"

Confirmed President's Day Availability
19. Amanda

Flexible Schedule, Large Fence Yard

Kops Park, Milwaukee, WI, 53222

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Amanda dog sat for my two dogs for 7 days. She was very professional and punctual. My dogs can be quite a handful and Amanda did a great job giving them lots... (more)"

20. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Great (more)"

Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Silver Spring, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: